Contrasting Behavior in the Substitution Reactions of 9‐(2‐Bromomethyl‐6‐methylphenyl)fluorene Rotamers | Zendy

Murata Shigeru | Zendy; Kanno Seiichiro | Zendy; Tanabe Yo | Zendy; Nakamura Mikio | Zendy; Ōki Michinori | Zendy

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Contrasting Behavior in the Substitution Reactions of 9‐(2‐Bromomethyl‐6‐methylphenyl)fluorene Rotamers

Author(s) -

Murata Shigeru,

Kanno Seiichiro,

Tanabe Yo,

Nakamura Mikio,

Ōki Michinori

Publication year - 1981

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198106061

Subject(s) - fluorene , conformational isomerism , sn2 reaction , chemistry , substitution reaction , substitution (logic) , stereochemistry , photochemistry , medicinal chemistry , molecule , organic chemistry , philosophy , polymer , linguistics

The rotameric fluorene derivatives sp‐(1) and ap‐(1) exhibit different behavior : in S N 2 reactions the sp ‐form reacts more rapidly than the ap ‐form; on the other hand, in S N 1 reactions— e.g . heating in CF 3 CO 2 H/CHCl 3 , only the sp ‐rotamer participates.

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